Hydrochloric Acid → N,N-Diethyl-P-phenylenediamine dihydrochloride

HRID 16127

Reaction equation

HRID 16127 reaction equation
[CH2:1]([N:3]([CH2:11][CH3:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:2].[ClH:13]>C(OCC)C>[ClH:13].[ClH:13].[CH2:11]([N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)[CH3:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 7120N,N-Diethyl-p-phenylenediamine

Product 1

HCID 19799983N,N-Diethyl-P-phenylenediamine dihydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

N,N-diethyl-p-phenylenediamine (H2NC6H4N(CH2CH3)2, MW 164.25, 40 g, 244 mmol) was dissolved in diethyl ether (200 cm3). Hydrochloric acid (40 cm3, 37%) was added. The resulting solution was concentrated by rotary evaporation to give N,N-diethyl-p-phenylenediamine dihydrochloride as a light brown solid (57.76 g, 100%). dH (250 MHz; D2O): 7.68 (2H, m, ArH), 3.45 (4H, q, 7.25, NCH2), 1.19 (6H, t, 7.25, CH3).

Workup

  1. concentrationThe resulting solution was concentrated by rotary evaporation

Sources & evidence

ORD record
ord-7e8eeb7d45cf48d6b8ccced01d74be29
Source dataset
uspto-grants-2010_06
Patent number
US07737138B2

Linked notes

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